title: Surface-tethered iterative carbohydrate synthesis: a spacer study.
abstract: Comparative study of Surface-Tethered Iterative Carbohydrate Synthesis (STICS) using HPLC-assisted experimental setup clearly demonstrates benefits of using longer spacer-anchoring systems. The use of mixed self-assembled monolayers helps provide the required space for glycosylation reaction around the immobilized glycosyl acceptor. Both extension of the spacer length and using mixed self-assembled monolayers help promote the reaction, and the beneficial effects may include moving the glycosyl acceptor further out into solution and providing additional conformational flexibility. It is possible that surface-immobilized glycosyl acceptors with a longer spacer (C8-O-C8)-lipoic acid have a higher tendency to mimic a solution-phase reaction environment than acceptors with shorter spacers.
authors.affiliation: Department of Chemistry and Biochemistry, University of Missouri-St. Louis, St. Louis, Missouri 63121, United States.
authors.forename: N Vijaya
authors.initials: NV
authors.lastname: Ganesh
authors.forename: Kohki
authors.initials: K
authors.lastname: Fujikawa
authors.forename: Yih Horng
authors.initials: YH
authors.lastname: Tan
authors.forename: Swati S
authors.initials: SS
authors.lastname: Nigudkar
authors.forename: Keith J
authors.initials: KJ
authors.lastname: Stine
authors.forename: Alexei V
authors.initials: AV
authors.lastname: Demchenko
mesh_terms: D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D015394:Molecular Structure; D013499:Surface Properties
chemical_list: D002241:Carbohydrates